Issue 21, 2013

Synthesis of tetrasubstituted benzenesvia rhodium(i)-catalysed ring-opening benzannulation of cyclobutenols with alkynes

Abstract

A formal [4 + 2] annulation occurs between 1,3-disubstituted cyclobutenols and internal alkynes in the presence of rhodium(I) catalysts to afford 1,2,3,5-tetrasubstituted benzenes. These benzannulation products are generated through dehydration of the initially formed cyclohexadienols.

Graphical abstract: Synthesis of tetrasubstituted benzenes via rhodium(i)-catalysed ring-opening benzannulation of cyclobutenols with alkynes

Supplementary files

Article information

Article type
Communication
Submitted
01 Mar 2013
Accepted
18 Mar 2013
First published
19 Mar 2013

Org. Biomol. Chem., 2013,11, 3424-3427

Synthesis of tetrasubstituted benzenes via rhodium(I)-catalysed ring-opening benzannulation of cyclobutenols with alkynes

T. Matsuda and N. Miura, Org. Biomol. Chem., 2013, 11, 3424 DOI: 10.1039/C3OB40436F

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